2,485

Jefferson, MD Homes

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  • /2

    $575,000 Open House 3/29

    • 3 Beds
    • 3 Baths
    • 1,960 Sq Ft

    5002D Burkittsville Rd, Jefferson, MD 21755

    Looking for privacy but still want to be near shopping and the MARC train? This home gives you both. Set in a quiet location surrounded by farmland, this updated home offers space, comfort, and convenience. Inside, you’ll find lots of windows that bring in natural light throughout the house. The kitchen opens to a large great room, making it perfect for everyday living and entertaining. It

    Agent Photo

    Laurie Roberts

    CENTURY 21 New Millennium

    (227) 250-0431

    5002D Burkittsville Rd, Jefferson, MD 21755
  • /20

    $2,750 per month

    • 2 Beds
    • 2 Baths
    • 2,500 Sq Ft
    • House for Rent

    3880 Point of Rocks Rd, Jefferson, MD 21755

    Property Id: 2389827Perfect for professionals, remote workers, corporate relocations, traveling medical professionals, or tenants between homes.Stone Leaf Farm Private Nature Retreat — Near Harpers Ferry, WV | Jefferson, MD| Peaceful & Private | Fully Furnished Luxury Mountain Retreat | Utilities Included | High-Speed WiFi | Flexible Layout | with | Scenic Gardens, Waterfalls &

    3880 Point of Rocks Rd, Jefferson, MD 21755
  • /28

    $1,150,000 Sold Mar 03, 2026

    6208 Picnic Woods Rd, Jefferson, MD 21755

    • 1,960 Sq Ft
    • Built 1900

    Last Sold Summary

    • $587/SF
    • 61 Days On Market

    Current Estimated Value $1,045,544

    Last Listing Agent Deanna Rippeon Charis Realty Group

    6208 Picnic Woods Rd, Jefferson, MD 21755
    • /130

      Not Listed For Sale

      4737 Old Middletown Rd, Jefferson, MD 21755

      • 4 Beds
      • 2.5 Baths
      • 2,338 Sq Ft
      4737 Old Middletown Rd, Jefferson, MD 21755

      Last Sold Summary

      • $298/SF
      • 17 Days On Market

      Last Sold Price $697,093

      Last Listing Agent Jeff Cosgrove RE/MAX

  • /35

    $250,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 942 Sq Ft

    3855 Shadywood Dr Unit 3A, Jefferson, MD 21755

    This beautifully maintained third-floor condo offers quiet, low-maintenance living and is truly move-in ready. The home features 2 bedrooms and 2 full baths, with a bright, open feel throughout. Enjoy peaceful mornings and evenings on the open balcony. The third-floor location provides added privacy, abundant natural light, vaulted ceilings, and no neighbors above. The kitchen has new cabinets,

    Robert Krop Keller Williams Realty Centre

    3855 Shadywood Dr Unit 3A, Jefferson, MD 21755
  • /16

    $3,800 per month

    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft
    • House for Rent

    2834 Unit A E Boss Arnold Rd, Jefferson, MD 21755

    Bring your Kayak - Creek front property - Close to C & O canal trail- Commuter's Dream- Country Tranquility!The Main house has a deep 2 car garage with studio apartment above, use of detached studio/office and stone storage building along with shared water access and landscaped areas. The 3 bedroom, 3 bath Farmhouse offers a large kitchen, double living space with fireplaces, a glass porch

    Jane Page Thompson Kelley Real Estate Professionals

    2834 Unit A E Boss Arnold Rd, Jefferson, MD 21755
  • /53

    $665,000 Sold Nov 21, 2025

    4738 Old Middletown Rd, Jefferson, MD 21755

    • 3 Beds
    • 2 Baths
    • 2,020 Sq Ft
    • Built 2021

    Last Sold Summary

    • $329/SF
    • 8 Days On Market

    Current Estimated Value $667,171

    Last Listing Agent Allie Ballew Samson Properties

    4738 Old Middletown Rd, Jefferson, MD 21755
    • /53

      Est $558,610 Not Listed For Sale

      4629 Aaron Ct, Jefferson, MD 21755

      • 5 Beds
      • 2.5 Baths
      • 2,404 Sq Ft
      • Built 1995
      4629 Aaron Ct, Jefferson, MD 21755

      Last Sold Summary

      • 2% Above List Price
      • $229/SF
      • 3 Days On Market

      Last Sold Price $550,100

      Last Listing Agent Bobbi Prescott RE/MAX

  • /72

    $640,000 Pending

    • 5 Beds
    • 3 Baths
    • 2,004 Sq Ft

    3707 Cool Crest Dr, Jefferson, MD 21755

    Offer deadline Tuesday 12/9 12pm. A picturesque drive down rolling hills, family farms, and tranquil greenery invite you to your private oasis. Set on 2.94 acres with a meandering stream at the rear of the property, surrounded by majestic mature sycamore and cypress trees, you get TWO WELL CARED for HOMES for the PRICE OF ONE (floor plans have been posted). Your meticulously maintained main home,

    Melissa Davey Keller Williams Realty Centre

    3707 Cool Crest Dr, Jefferson, MD 21755
  • /47

    $659,900 Sold Mar 19, 2025

    3834 Roundtree Rd, Jefferson, MD 21755

    • 4 Beds
    • 2.5 Baths
    • 2,784 Sq Ft
    • Built 1995

    Last Sold Summary

    • $237/SF
    • 85 Days On Market

    Current Estimated Value $664,795

    Last Listing Agent Hiram Flook Maryland Real Estate Group LLC

    3834 Roundtree Rd, Jefferson, MD 21755
    • /27

      Est $424,103 Not Listed For Sale

      3707 Jefferson Pike, Jefferson, MD 21755

      • 4 Beds
      • 2 Baths
      • 2,068 Sq Ft
      • Built 1891
      3707 Jefferson Pike, Jefferson, MD 21755

      Last Sold Summary

      • 3% Above List Price
      • $199/SF
      • 3 Days On Market

      Last Sold Price $412,000

      Last Listing Agent Benjie Cone Samson Properties

  • /58

    $624,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,332 Sq Ft

    3937 Southview Ct, Jefferson, MD 21755

    BACK ON MARKET - NOTHING WRONG WITH HOUSE - JUST HAD SELLERS WITH COLD FEET! RADON INSPECTION WAS GOOD, HOME INSPECTION WAS ALSO - LOVINGLY CARED FOR 4BR, 2.5 BATH, 2 CAR GAR. ON ALMOST 1.5 ACRES! FRESHLY PAINTED AND HARDWOOD FLOORS THROUGHOUT! GOURMET KITCHEN W/HUGE ISLAND, COOKTOP, NEW APPPLIANCES, WALL OVEN, BUILT IN MICROWAVE. KITCHEN STEPS DOWN TO FAMILY ROOM WITH STONE GAS FIREPLACE & BAY

    The KNAPP Real Estate Group, LLC. The Knapp Real Estate Group

    3937 Southview Ct, Jefferson, MD 21755
  • /59

    $409,000 Sold Oct 22, 2025

    3901 Shadywood Ct, Jefferson, MD 21755

    • 4 Beds
    • 2 Baths
    • 1,562 Sq Ft
    • Built 1971

    Last Sold Summary

    • $262/SF
    • 49 Days On Market

    Current Estimated Value $418,722

    Last Listing Agent Brenda Myers RE/MAX Results

    3901 Shadywood Ct, Jefferson, MD 21755
    • /53

      Est $588,968 Not Listed For Sale

      4695 Basilone Ln, Jefferson, MD 21755

      • 4 Beds
      • 2.5 Baths
      • 1,912 Sq Ft
      • Built 2019
      4695 Basilone Ln, Jefferson, MD 21755

      Last Sold Summary

      • $309/SF
      • 7 Days On Market

      Last Sold Price $589,900

      Last Listing Agent Allie Ballew Samson Properties

  • /66

    $725,000

    • 8 Beds
    • 3 Baths
    • 4,044 Sq Ft

    2915 Fry Rd, Jefferson, MD 21755

    Beautiful 8-Bedroom Home on 5 Acres with Endless Possibilities! Discover this well-maintained 8-bedroom home situated on 5 picturesque acres, offering versatile living arrangements and incredible potential. The main level features 6 spacious bedrooms, 2 full bathrooms, an open-concept kitchen, dining area, and a cozy living room with a wood stove and charming brick accent wall. The lower level is

    Craig Marsh Marsh Realty

    2915 Fry Rd, Jefferson, MD 21755
  • /69

    $600,000 Sold Jul 31, 2025

    4106 Hartford Ct, Jefferson, MD 21755

    • 4 Beds
    • 4 Baths
    • 2,820 Sq Ft
    • Built 1993

    Last Sold Summary

    • $213/SF
    • 12 Days On Market

    Current Estimated Value $595,473

    Last Listing Agent Blake Haegele RE/MAX Realty Plus

    4106 Hartford Ct, Jefferson, MD 21755
    • /32

      Est $597,345 Not Listed For Sale

      3656 Jefferson Pike, Jefferson, MD 21755

      • 3 Beds
      • 3.5 Baths
      • 2,834 Sq Ft
      • Built 2017
      3656 Jefferson Pike, Jefferson, MD 21755

      Last Sold Summary

      • 9% Above List Price
      • $194/SF
      • 13 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Eric Steinhoff LPT Realty, LLC

  • /61

    $679,999

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    3711 Boyington Dr, Jefferson, MD 21755

    Welcome to this stunning 2019-built Craftsman-style colonial nestled in the desirable Woodbourne Manor community. This impeccably maintained residence offers the perfect blend of modern luxury and serene country living, boasting an open-concept floor plan with soaring 9’+ ceilings and premium finishes throughout. The heart of the home is a gourmet eat-in kitchen featuring a massive center island,

    Tony La Scola Welcome Home Realty Group

    3711 Boyington Dr, Jefferson, MD 21755
  • /45

    $605,000 Sold Nov 26, 2025

    3805 Brook Dr, Jefferson, MD 21755

    • 4 Beds
    • 3 Baths
    • 2,188 Sq Ft
    • Built 2025

    Last Sold Summary

    • $277/SF
    • 47 Days On Market

    Current Estimated Value $584,719

    Last Listing Agent Michael Muren Long & Foster Real Estate, Inc.

    3805 Brook Dr, Jefferson, MD 21755
    • /36

      Est $653,104 Not Listed For Sale

      3434 Pecan Ct, Jefferson, MD 21755

      • 3 Beds
      • 2 Baths
      • 1,908 Sq Ft
      • Built 2017
      3434 Pecan Ct, Jefferson, MD 21755

      Last Sold Summary

      • 3% Above List Price
      • $331/SF
      • 3 Days On Market

      Last Sold Price $632,000

      Last Listing Agent Valerie Vinson Century 21 Redwood Realty

  • /46

    $589,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 1,536 Sq Ft

    3887 Shadywood Dr, Jefferson, MD 21755

    Welcome to 3887 Shadywood Drive — where country living meets a confident, modern edge. Tucked away on a serene, fully fenced lot in Jefferson, this brilliantly designed home offers a level of craftsmanship and personality that’s uncommon to find. This is not your average renovation — and definitely not another predictable greige flip. Inside, the home unfolds with intention. The main level feels

    Alecia Scott Long & Foster Real Estate, Inc.

    3887 Shadywood Dr, Jefferson, MD 21755
  • /2

    $460,000 Sold Feb 27, 2026

    6100 Mountain Church Rd, Jefferson, MD 21755

    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 1983

    Last Sold Summary

    • 2% Above List Price
    • $438/SF
    • 32 Days On Market

    Current Estimated Value $445,724

    Last Listing Agent Bob Chew Samson Properties

    6100 Mountain Church Rd, Jefferson, MD 21755
    • /5

      Est $251,760 Not Listed For Sale

      3860 Shadywood Dr Unit 2B, Jefferson, MD 21755

      • 2 Beds
      • 2 Baths
      • 896 Sq Ft
      • Built 1992
      3860 Shadywood Dr Unit 2B, Jefferson, MD 21755

      Last Sold Summary

      • 1% Below List Price
      • $285/SF
      • 49 Days On Market

      Last Sold Price $255,000

      Last Listing Agent Leigh Ann Fangmeyer RE/MAX

  • /53

    $500,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,836 Sq Ft

    4812 Bennington Place E, Jefferson, MD 21755

    ***Multiple Offers Received - Offer deadlines set by seller. All Offers due by Tuesday 2/24 at 3pm**** Welcome to 4812 Bennington Place E — a spacious 4-bedroom, 3.5-bath home situated on a premium 0.85-acre cul-de-sac lot offering privacy, space, and endless potential. With a two-car garage and oversized driveway accommodating up to four additional vehicles, this property combines functionality

    Steffan May Synergy Realty

    4812 Bennington Place E, Jefferson, MD 21755
  • /35

    $559,900 Sold Dec 19, 2025

    4810 Camden Place S, Jefferson, MD 21755

    • 4 Beds
    • 4 Baths
    • 2,754 Sq Ft
    • Built 1993

    Last Sold Summary

    • $203/SF
    • 31 Days On Market

    Current Estimated Value $562,674

    Last Listing Agent Altavia Little Samson Properties

    4810 Camden Place S, Jefferson, MD 21755
    • /43

      Est $259,609 Not Listed For Sale

      3860 Shadywood Dr Unit 1D, Jefferson, MD 21755

      • 2 Beds
      • 2 Baths
      • 882 Sq Ft
      • Built 1992
      3860 Shadywood Dr Unit 1D, Jefferson, MD 21755

      Last Sold Summary

      • 4% Below List Price
      • $306/SF
      • 9 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Elaine Koehl Samson Properties

  • /11

    $400,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    3648 Lander Rd, Jefferson, MD 21755

    Currently undergoing renovations, this home is poised to offer modern comforts while retaining its original character. The renovations will enhance the living experience with updated finishes and fixtures throughout. Jefferson is known for its picturesque landscapes and friendly community atmosphere. You'll enjoy easy access to local parks, hiking trails, and recreational activities, perfect for

    Craig Marsh Marsh Realty

    3648 Lander Rd, Jefferson, MD 21755
  • /55

    $525,500 Sold Feb 20, 2026

    4820 Stockton Ct, Jefferson, MD 21755

    • 3 Beds
    • 2.5 Baths
    • 2,088 Sq Ft
    • Built 1995

    Last Sold Summary

    • 5% Above List Price
    • $252/SF
    • 3 Days On Market

    Current Estimated Value $532,638

    Last Listing Agent Brian Duncan Tyler Duncan Realty Partners, Inc.

    4820 Stockton Ct, Jefferson, MD 21755
    • /48

      Est $257,921 Not Listed For Sale

      3850 Shadywood Dr Unit 3D, Jefferson, MD 21755

      • 2 Beds
      • 2 Baths
      • Built 1993
      3850 Shadywood Dr Unit 3D, Jefferson, MD 21755

      Last Sold Summary

      • 3% Above List Price
      • 18 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Vernon Troxell RE/MAX

  • /104

    $1,295,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 3,362 Sq Ft

    3419 Jefferson Pike, Jefferson, MD 21755

    Income Producing Investment Opportunity with Proven Short-Term Rental Revenue & Redevelopment Potential. Whether you're looking to continue a profitable short-term rental operation, hold for long-term appreciation, or unlock the site's full development potential, this property delivers on all fronts. Redevelopment Upside: Currently Zoned Ag with Public Water & Sewer, allowing for unique

    Amos Martin VCRE.CO

    3419 Jefferson Pike, Jefferson, MD 21755
  • /47

    $244,000 Sold Feb 17, 2026

    3847 Shadywood Dr Unit 2D, Jefferson, MD 21755

    • 2 Beds
    • 2 Baths
    • 932 Sq Ft
    • Built 1993

    Last Sold Summary

    • $262/SF
    • 5 Days On Market

    Current Estimated Value $258,990

    Last Listing Agent Anthony Verdi IMPACT Maryland Real Estate

    3847 Shadywood Dr Unit 2D, Jefferson, MD 21755
    • /28

      Est $256,886 Not Listed For Sale

      3856 Shadywood Dr Unit 2A, Jefferson, MD 21755

      • 2 Beds
      • 2 Baths
      • Built 1992
      3856 Shadywood Dr Unit 2A, Jefferson, MD 21755

      Last Sold Summary

      • 1% Below List Price
      • 32 Days On Market

      Last Sold Price $259,900

      Last Listing Agent Nicole Aliev Charis Realty Group

  • /13

    $1,900,000

    • 2,244 Sq Ft

    4144A Lander Rd, Jefferson, MD 21755

    Located less than one hour from Washington, D.C., Baltimore, and Gettysburg, the city of Jefferson is surrounded by hills, rolling pastures and views for miles . This 1900 two story 2244 sf residence (4144) is a rented tenant house with 3 bedrooms and one bath and the 1970 single family ranch 1400 sf residence (4144A) is a 3 bedroom one bath - both are occupied. The 89.13 acre farm is in the

    Kim Drapeau EXIT Realty Center

    4144A Lander Rd, Jefferson, MD 21755
  • /58

    $650,000 Sold Jan 29, 2026

    4521 Timbery Dr, Jefferson, MD 21755

    • 5 Beds
    • 3 Baths
    • 2,886 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $225/SF
    • 8 Days On Market

    Current Estimated Value $677,203

    Last Listing Agent Lisa Buohl Samson Properties

    4521 Timbery Dr, Jefferson, MD 21755
    • /43

      Est $602,903 Not Listed For Sale

      4826 Stockton Ct, Jefferson, MD 21755

      • 4 Beds
      • 3.5 Baths
      • 2,364 Sq Ft
      • Built 1995
      4826 Stockton Ct, Jefferson, MD 21755

      Last Sold Summary

      • 5% Above List Price
      • $242/SF
      • 5 Days On Market

      Last Sold Price $572,000

      Last Listing Agent Carolyn Young Samson Properties

  • /55

    $257,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    3856 Shadywood Dr Unit 3D, Jefferson, MD 21755

    Opportunity Knocks! Back on the market! Welcome home to this beautifully updated 2-bedroom, 2-bath third-level condo in the desirable Briercrest community of Jefferson. Recently renovated, this spacious unit features brand-new carpeting, a remodeled kitchen with stainless steel appliances, new countertops, and freshly painted cabinets. The bright and open living room is filled with natural light

    Lisa Buohl Samson Properties

    3856 Shadywood Dr Unit 3D, Jefferson, MD 21755
  • /54

    $485,000 Sold Jun 02, 2025

    5924 Broad Run Rd, Jefferson, MD 21755

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft
    • Built 1890

    Last Sold Summary

    • $264/SF
    • 61 Days On Market

    Current Estimated Value $471,306

    Last Listing Agent Christine Reeder Long & Foster Real Estate, Inc.

    5924 Broad Run Rd, Jefferson, MD 21755
    • /32

      Est $368,780 Not Listed For Sale

      4203 Jefferson Pike, Jefferson, MD 21755

      • 3 Beds
      • 1 Bath
      • 1,196 Sq Ft
      • Built 1991
      4203 Jefferson Pike, Jefferson, MD 21755

      Last Sold Summary

      • 2% Above List Price
      • $301/SF
      • 2 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Aaron Marsh Frederick Land & Home, LLC.

  • /51

    $239,999 Under Contract

    • 2 Beds
    • 2 Baths
    • 896 Sq Ft

    3856 Shadywood Dr Unit 3B, Jefferson, MD 21755

    This beautiful third-floor condo offers quiet, low-maintenance living. Located in the back of the building for ultimate privacy, this 2-bedroom, 2-bath home has been freshly painted and is move-in ready. Enjoy peaceful mornings and evenings on your private balcony, overlooking quiet, well maintained burial grounds, offering unobstructed views. The third-floor location offers enhanced privacy,

    Sam Villeda Realty Advantage of Maryland LLC

    3856 Shadywood Dr Unit 3B, Jefferson, MD 21755
  • /49

    $1,650,000 Sold Aug 13, 2025

    5533 Gapland Rd, Jefferson, MD 21755

    • 6 Beds
    • 2.5 Baths
    • 4,656 Sq Ft
    • Built 1890

    Last Sold Summary

    • $354/SF
    • 30 Days On Market

    Current Estimated Value $1,651,946

    Last Listing Agent Daniel Langberg Virginia Estates, Inc.

    5533 Gapland Rd, Jefferson, MD 21755

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